Great Lakes Luxury Vacations
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Top Luxury vacation packages in Great Lakes
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥177,626, price is now ￥155,128 per person
￥155,128
per person
Feb 19 - Feb 23
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,266 reviews)
Friendly staff, great location, high end hotel
Reviewed on Nov 27, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥269,056, price is now ￥196,892 per person
￥196,892
per person
Feb 19 - Feb 23
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on Dec 2, 2025
Fairmont Royal York
Downtown Toronto
Price was ￥333,750, price is now ￥265,242 per person
￥265,242
per person
Feb 18 - Feb 23
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9/10 Wonderful! (7,413 reviews)
Lost my cell- security found it ! Nice pool, sadly steam room not open
Reviewed on Dec 3, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥290,086, price is now ￥247,778 per person
￥247,778
per person
Feb 19 - Feb 23
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Excellent service throughout the hotel
Reviewed on Nov 29, 2025
The Westin Chicago Lombard
Price was ￥215,904, price is now ￥186,532 per person
￥186,532
per person
Feb 14 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,128 reviews)
Clean room very warm nice view i never have a problem when i visit . I do wish they had microwaves.
Reviewed on Nov 30, 2025
5* Luxury vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥269,056, price is now ￥196,892 per person
￥196,892
per person
Feb 19 - Feb 23
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on Dec 2, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥290,086, price is now ￥247,778 per person
￥247,778
per person
Feb 19 - Feb 23
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Excellent service throughout the hotel
Reviewed on Nov 29, 2025
The St. Regis Toronto
Downtown Toronto
Price was ￥221,373, price is now ￥211,340 per person
￥211,340
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.4/10 Exceptional! (1,001 reviews)
I liked everything about this hotel. The best.
Reviewed on Nov 28, 2025
3 Night Luxury vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.
The Westin Chicago Lombard
Price was ￥204,568, price is now ￥189,984 per person
￥189,984
per person
Jan 24 - Jan 27
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,128 reviews)
Clean room very warm nice view i never have a problem when i visit . I do wish they had microwaves.
Reviewed on Nov 30, 2025
The St. Regis Toronto
Downtown Toronto
Price was ￥221,373, price is now ￥211,340 per person
￥211,340
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.4/10 Exceptional! (1,001 reviews)
I liked everything about this hotel. The best.
Reviewed on Nov 28, 2025
4 Night Luxury vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥177,626, price is now ￥155,128 per person
￥155,128
per person
Feb 19 - Feb 23
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,266 reviews)
Friendly staff, great location, high end hotel
Reviewed on Nov 27, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥269,056, price is now ￥196,892 per person
￥196,892
per person
Feb 19 - Feb 23
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on Dec 2, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥290,086, price is now ￥247,778 per person
￥247,778
per person
Feb 19 - Feb 23
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Excellent service throughout the hotel
Reviewed on Nov 29, 2025
Top Luxury Great Lakes Hotels
The Omni King Edward Hotel
37 King St E Toronto ON
Discover luxurious lodging at The Omni King Edward Hotel, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. Deluxe amenities ...
9.4/10 Exceptional! (2,363 reviews)
The room was spacious and clean. All staff were very friendly. The lobby area had a gorgeous large Christmas tree. There were also other trees throughout the hotel. Breakfast at the Victoria cafe was good
Reviewed on Dec 1, 2025
Fairmont Royal York
100 Front St West Toronto ON
Treat yourself to a luxury stay at Fairmont Royal York, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. The 3 bars, indoor ...
9/10 Wonderful! (7,448 reviews)
Nice staff
Reviewed on Nov 29, 2025
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Trump International Hotel & Tower Chicago is a lush 5-star boutique property where you can be treated to deep soaking bathtubs and pillowtop beds. The spa, indoor ...
9.4/10 Exceptional! (1,782 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on Dec 2, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
